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Palladium-catalyzed ortho-vinylation of β-naphthols with α-trifluoromethyl allyl carbonates: one-pot access to naphtho[2,1-b]furans†
Nagender
Punna 
*ab
*ab
Abstract
Highly regio- and stereoselective palladium-catalyzed ortho-vinylation of β-naphthols (2) has been reported using easily accessible CF3-allyl carbonates (1). The regioselective nucleophilic γ-attack of the CF3–π-allyl–Pd-intermediate is the key to furnish (Z)-CF3-vinylnaphthols (3) in good yields. Furthermore, we achieved a one-pot synthesis of CF3-naphtho[2,1-b]furans (4) through an uninterrupted ortho-vinylation/oxidative radical cyclization reaction sequence.
![Graphical abstract: Palladium-catalyzed ortho-vinylation of β-naphthols with α-trifluoromethyl allyl carbonates: one-pot access to naphtho[2,1-b]furans](/en/Image/Get?imageInfo.ImageType=GA&imageInfo.ImageIdentifier.ManuscriptID=D1OB01429C&imageInfo.ImageIdentifier.Year=2021)
- This article is part of the themed collection: Synthetic methodology in OBC
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